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686891

Sigma-Aldrich

Chiralyst P618

Umicore

Synonym(s):
Pentamethylcyclopentadienylrhodium(III) chloride dimer, Di(μ-chloro)dichlorobis(pentamethylcyclopentadiene)dirhodium(III), 1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-, rhodium complex, Bis(dichloro(pentamethylcyclopentadienyl)rhodium), Bis(pentamethylcyclopentadienylrhodium dichloride), Dichloro(pentamethylcyclopentadienyl)rhodium(II) dimer, Tetrachlorobis(pentamethylcyclopentadienyl)dirhodium
Linear Formula:
[Rh(C5Me5)Cl2]2
CAS Number:
Molecular Weight:
618.08
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

powder

reaction suitability

core: rhodium
reaction type: Cross Couplings
reagent type: catalyst
reaction type: C-H Activation

SMILES string

Cl[Rh]Cl.Cl[Rh]Cl.C[C]1[C](C)[C](C)[C](C)[C]1C.C[C]2[C](C)[C](C)[C](C)[C]2C

InChI

1S/2C10H15.4ClH.2Rh/c2*1-6-7(2)9(4)10(5)8(6)3;;;;;;/h2*1-5H3;4*1H;;/q;;;;;;2*+2/p-4

InChI key

QNIVKTTWBMFSBR-UHFFFAOYSA-J

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1 of 4

This Item
338370683167683175
Chiralyst P618 Umicore

Sigma-Aldrich

686891

Chiralyst P618

Chiralyst P461 Umicore

Sigma-Aldrich

683167

Chiralyst P461

Chiralyst P374 Umicore

Sigma-Aldrich

683175

Chiralyst P374

form

powder

form

solid

form

powder

form

solid

reaction suitability

core: rhodium, reaction type: Cross Couplings, reagent type: catalyst
reaction type: C-H Activation

reaction suitability

core: rhodium, reaction type: C-H Activation, reagent type: catalyst
reaction type: C-Mannosylation

reaction suitability

core: rhodium, reagent type: catalyst

reaction suitability

core: rhodium, reagent type: catalyst

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Catalyst for:
  • Oxidative olefination reactions
  • C-C bond cleavage of secondary alcohols
  • Ortho C-H olefination of phenol derivatives
  • Oxidative annulation of pyridines
  • Oxidative ortho-acylation of benzamides with aldehydes via direct functionalization of the sp2 C-H bond
  • Amidation reactions
  • Reductive alkylation reactions
Pentamethylcyclopentadienylrhodium(III) chloride dimer can be used as a catalyst for:
  • The synthesis of multiaryl substituted naphthols via dual C-H bond functionalization of 2-aryloxypyridines.
  • Regioselective C-N bond formation of azo compounds, wherein azide acts as a nitrogen source.
  • Annulation of N-benzoylsulfonamide with isocyanide via C-H bond activation.

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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